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COCONUT Compound

Virgatic acid

CNP0252203.1 · C30H46O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameVirgatic acid
IUPAC Name(4~{a}~{S},6~{a}~{S},6~{a}~{S},6~{b}~{R},8~{a}~{S},10~{S},12~{a}~{R},14~{b}~{S})-10-hydroxy-2,2,6~{a},6~{b},9,9,12~{a}-heptamethyl-12-oxo-3,4,5,6,6~{a},7,8,8~{a},10,11,13,14~{b}-dodecahydro-1~{H}-picene-4~{a}-carboxylic acid
COCONUT IDCNP0252203.1
CAS14356-51-5
InChIKeyIZWBODJDDBCDFA-DXEZAUPJSA-N
InChIInChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-27(5)18(19(30)17-25)8-9-21-28(27,6)11-10-20-26(3,4)22(31)16-23(32)29(20,21)7/h8,19-22,31H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21-,22-,27+,28+,29-,30-/m0/s1
SMILESCC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C(=O)C[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Properties

Molecular FormulaC30H46O4
Molecular Weight470.69
Exact Mass470.33961
Log P (ALogP)6.41
TPSA74.60
H-Bond Donors / Acceptors2 / 3
Rotatable Bonds1
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.43
NP-likeness3.16

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassOleanane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Lagerstroemia speciosa as “Lagerstroemia speciosa” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (14)

  1. 10.1002/CHIN.200337151
  2. 10.1016/0031-9422(84)83092-7
  3. 10.1016/0031-9422(89)80396-6
  4. 10.1016/S0031-9422(00)81143-7
  5. 10.1016/S0031-9422(00)89010-X
  6. 10.1016/S0031-9422(02)00153-X
  7. 10.1016/S0040-4039(01)89294-7
  8. 10.1016/S0367-326X(99)00010-6
  9. 10.1016/s0040-4039(01)89294-7
  10. 10.1021/NP1008202
  11. 10.1021/NP50036A047
  12. 10.1055/S-0028-1097546
  13. 10.1080/10575639208048902
  14. 10.1080/14786419.2019.1644508

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.